Structure Database (LMSD)

Common Name
Chaetomadramine E
Systematic Name
N-α-trans-palmitoleoyl-N-δ-anhydromevalonyl-Nδ-hydroxy-omithine
Synonyms
LM ID
LMFA08020454
Formula
C27H48N2O6
Exact Mass
Calculate m/z
496.351238
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Chaetomium madrasense (#1036254)
Sordariomycetes (#147550)
Chaetomadramines A-E, a class of siderophores with potent neuroprotective activity from the fungus Chaetomium madrasense cib-1.,
Fitoterapia, 2023
Pubmed ID: 36375689

String Representations

InChiKey (Click to copy)
MEYAOUXBJBMWBC-ITDGEJOASA-N
InChi (Click to copy)
InChI=1S/C27H48N2O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-25(31)28-24(27(33)34)17-16-20-29(35)26(32)22-23(2)19-21-30/h8-9,22,24,30,35H,3-7,10-21H2,1-2H3,(H,28,31)(H,33,34)/b9-8+,23-22+/t24-/m0/s1
SMILES (Click to copy)
N(C(=O)CCCCCCC/C=C/CCCCCC)[C@H](C(=O)O)CCCN(C(/C=C(/CCO)\C)=O)O

Calculated Physicochemical Properties

Heavy Atoms 35
Rings
Aromatic Rings
Rotatable Bonds 22
Van der Waals Molecular Volume 537.20
Topological Polar Surface Area 127.17
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 6.17
Molar Refractivity 139.33

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Created at
21st Feb 2025
Updated at
21st Feb 2025